Aminocatalytic Enantioselective anti-Mannich Reaction of Aldehydes with In Situ Generated N-Cbz and N-Boc Imines

Aminocatalytic Enantioselective anti-Mannich Reaction of Aldehydes with In Situ Generated N-Cbz and N-Boc Imines
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DOI:
10.1002/anie.200803819
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发表时间:
2008-01-01
影响因子:
16.6
通讯作者:
Melchiorre, Paolo
Melchiorre, Paolo
中科院分区:
化学1区
文献类型:
--
作者:
Gianelli, Chiara;Sambri, Letizia;Melchiorre, Paolo

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我们首次开发了醛与由稳定的酰胺基砜原位生成的N-Cbz-和N-Boc-保护的亚胺的氨基催化的反选择性Mannich反应2。除了实现高水平的效率和立体控制之外,该方法通过避免预形成N-氨基甲酰基亚胺的要求而引入了重要的合成优点。
we have developed the first aminocatalyzed anti-selective Mannich reaction of aldehydes with N-Cbz- and N-Boc-protected imines generated in situ from stable aamido sulfones 2. Besides the high level of efficiency and stereocontrol achieved, this approach introduces important synthetic advantages, by avoiding the requirement to preform the N-carbamoyl imines.